Fluorine-containing surface treatment agent and an article treated with the same

a surface treatment agent and fluorine-containing technology, applied in the field of fluorine-containing surface treatment agents and articles, can solve the problems of difficult control of the degree of vacuum and the temperature rise rate of the surface treatment agent, and the properties of the coating vary, so as to achieve good water- and oil-repellency and scratch resistance, reduce weight, and reduce weight

Active Publication Date: 2015-01-01
SHIN ETSU CHEM IND CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0020]The surface treatment agent of the present invention stably forms a coating having good water- and oil-repellency and scratch resistance regardless of vapor deposition conditions, in particular by vapor deposition at a mild temperature such as 350 degrees C.
[0021]The present invention will be described below in detail.
[0022]One of the characteristics of the present invention is that the fluorooxyalkylene group-containing polymer or the fluorooxyalkylene group-containing polymer composition has molecular weight distribution such that when the polymer is heated at a rate of 2 degrees C per minute and a pressure of 0.1 Pa or less, the polymer shows a decrease of 75% or more in weight, relative to the total weight of the polymer or the composition, which means 75% or more of the polymer vaporizes, in a temperature range of from 150 to 350 degrees C. Preferably, the decrease in weight is 80% or more, particularly 90% or more, relative to the total weight of the polymer or the composition, in the temperature range of from 150 to 350 degrees C.
[0023]On account of the fact that the polymer or the composition comprised in the surface treatment agent has the aforesaid decrease in weight, the coating stably has a high quality water- and oil-repellent layer, regardless of vapor deposition conditions. If a large amount of lower molecular weight components having a vaporization temperature of lower than 150 degrees C are contained in a surface treatment agent, a coating obtained has a poor scrub resistance against steel wool. If a large amount of higher molecular weight components having a vaporization temperature of higher than 350 degrees C are contained in a surface treatment agent, it is difficult to conduct vapor deposition of a surface treatment agent at a mild temperature, such as 350 degrees C, and a longer time is required and, therefore, the terminal groups of the polymer may decompose.
[0024]To determine the decrease in weight, the polymer or the composition is heated at a rate of 2 degrees C per minute and a pressure of 0.1 Pa or less. The polymer may be subjected to a thermogravimetry in vacuum such as 1.0×10−3 to 9.0×10−2 Pa and temperatures of from 25 up to 500 degrees C. Any known apparatus may be used and not limited to any particular one. For instance, a saturation vapor pressure evaluation system VPE-9000SP, ex ULVAC-RIKO, Inc. can be used.
[0026]wherein p and q are, independently of each other, an integer of from 5 to 80 and a total of p and q is 10 to 100, and these parenthesized units may be sequenced at random; and has

Problems solved by technology

Therefore, there is a problem such that properties of a coating vary depending on vacuum deposition conditions.
Further, it is difficult to control a degree of vacuum and a temperature rise rate of a surface treatment agent, so that properties of a coating vary among batches even when the same apparatus is used.

Method used

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  • Fluorine-containing surface treatment agent and an article treated with the same
  • Fluorine-containing surface treatment agent and an article treated with the same
  • Fluorine-containing surface treatment agent and an article treated with the same

Examples

Experimental program
Comparison scheme
Effect test

synthesis example 1

[0061]50 Grams of the mixture of 95 mole % of the polymer represented by the formula (1a) and 5 mole % of the polymer represented by the formula (1b) was dissolved in a mixed solvent of 40 g of 1,3-trifluoromethylbenzene and 10 g of tetrahydrofuran. 30 Grams of a 40% solution of sodium bis(2-methoxyethoxy)aluminum hydride in toluene was added dropwise to the mixture and stirred at room temperature for 3 hours, to which an appropriate amount of hydrochloric acid was subsequently added and stirred well to make the mixture neutralized and, then, washed with water. A lower phase was taken out and subjected to distillation to remove the solvents to obtain 40 g of a liquid product. According to 19F-NMR analysis, the product obtained comprised 95 mole % of a polymer represented by the following formula (2a) and 5 mole % of a polymer represented by the following formula (2b).

F3C(OC2F4)(OCF2)p—OCF2CH2OH  (2a)

F3C(OC2F4)q(OCF2)p—OCF3  (2b)

(p / q=1.0, a total number of p and q was nearly equal 46...

synthesis example 2

[0063]Subsequently, 30 g of composition A obtained, 20 g of 1,3-trifluoromethylbenzene, 3 g of trimethoxysilane and 0.1 g of a solution of a chloroplatinic acid / vinyl siloxane complex in toluene, containing 2.5×10−8 mole of Pt, were mixed and aged at 70 degrees C for 3 hours. Then, the solvent and unreacted compounds were distilled off under a reduced pressure of 533 Pa at 100 degrees C to obtain 25 g of a liquid product. According to 1H-NMR analysis, the product obtained comprised 95 mole % of a polymer represented by the following formula (1-a) and 5 mole % of a polymer represented by the following formula (1-b), hereinafter called “composition 1-1”.

F3C(OC2F4)q(OCF2)p—OCF2CH2OC3H6Si(OCH3)3  (1-a)

F3C(OC2F4)q(OCF2)p—OCF3  (1-b)

(p / q=1.0, a total number of p and q was nearly equal 46)

[0064]Composition 1-1 was subjected to molecular distillation at 2×10−2 Pa and 180 degrees C to thereby remove low boiling components. The composition obtained is hereinafter called “composition 1-2”. A r...

synthesis example 3

[0067]Grams of composition A, 20 g of 1,3-trifluoromethylbenzene, 10 g of tetramethylcyclotetrasiloxane and 0.1 g of a solution of a chloroplatinic acid / vinyl siloxane complex in toluene, containing 2.5×10−8 mole of Pt, were mixed and aged at 70 degrees C for 3 hours. Then, the solvent and unreacted compounds were distilled off under a reduced pressure. 30 Grams of the mixture obtained, 20 g of 1,3-trifluoromethylbenzene, 3.7 g of allyltrimethoxysilane and 0.1 g of a solution of a chloroplatinic acid / vinyl siloxane complex in toluene, containing 2.5×10−8 mole of Pt, were mixed and aged at 70 degrees C for 2 hours. Then, the solvent and unreacted compounds were distilled off under a reduced pressure of 533 Pa at 100 degrees C to obtain 29 g of a mixture comprising 95 mole % of a polymer represented by the following formula (2-a) and 5 mole % of a polymer represented by the following formula (2-b), hereinafter called “composition 2-1”.

(p / q=1.0, a total number of p and q was nearly equ...

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Abstract

The invention provides a surface treatment agent wherein a fluorooxyalkylene group-containing polymer or a fluorooxyalkylene group-containing polymer composition comprising the polymers, which is controlled of a temperature range of vaporization of fluorooxyalkylene group-containing polymer(s). The fluorooxyalkylene group-containing polymer has a fluorooxyalkylene structure represented by —(OCF2)p(OCF2CF2)q— and hydrolysable groups bond to a silicon atom represented by the formula at least one terminal. The polymer composition shows a decrease of 75% or more in weight, relative to the total weight of the polymer, in a temperature range of from 150 to 350 degrees C. when this is heated at a rate of 2 degrees C. per minute and a pressure of 0.1 Pa or less. The present surface treatment agent forms a coating having water- and oil-repellency and scratch resistance regardless of a vapor deposition conditions, in particularly by a vapor deposition at a mild temperature such as 350 degrees C.

Description

[0001]This application claims the benefits of Japanese Patent application No. 2013-138249 filed on Jul. 1, 2013, the contents of which are hereby incorporated by reference.FIELD OF THE INVENTION[0002]The present invention relates to a fluorine-containing surface treatment agent and an article treated with the agent.BACKGROUND OF THE INVENTION[0003]Compounds containing a perfluorooxyalkylene moiety generally have a very small surface free energy and, accordingly, have good water- and oil-repellency, chemical resistance, lubricity, a releasing property, and an antifouling property. Taking advantage of these properties, they are widely used as, for example, water- and oil-repellent agents or antifouling agents for paper and fiber, lubricants for magnetic storage media, oil-repellent components for precision apparatuses, releasing agents, cosmetics, and protective coatings. Recently, there is an increasing need for technology to attain fingerprint proofness or easy removal of fouling on...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): C08G77/24C09D183/08C09D7/00C08G77/52C09D183/14
CPCC08G77/24C09D183/08C08K5/03C09D7/001C09D183/14C08G77/52Y10T428/31612C08G77/46Y10T428/31663C09D171/00C03C17/32C08J7/08C08L71/00C09D7/20G02B1/10
Inventor YAMANE, YUJIKOIKE, NORIYUKI
Owner SHIN ETSU CHEM IND CO LTD
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